benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside
CAS No.:279678-14-7
Molecular Formula:C₅₀H₅₆O₉
Molecular Weight:800.989
Hs Code.:

Synonyms:benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside

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Chemical Property of benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside

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Technology Process of benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside

There total 5 articles about benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: (3R,4S,5R,6R)-5-Allyloxy-3,4-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-ol

: 55274-60-7
benzyl 2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside

: benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside

: 279678-14-7
benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; at -60 - 0 ℃; for 18h;
DOI:10.1246/bcsj.73.967

Reference yield:

: 30607-98-8,35905-28-3,40983-94-6,56341-65-2,57783-86-5,58006-32-9,72869-10-4,73366-72-0,79549-73-8,110850-30-1,113973-86-7,117895-05-3
benzyl 4,6-O-benzylidene-β-D-glucopyranoside

: 279678-14-7
benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / KOH / 1.3 h / 120 °C

2: 74 percent / pyridine / 72 h / 0 - 20 °C

3: 71 percent / LiAlH₄ / diethyl ether / 0.83 h / 50 °C

4: p-NO₂C₆H₄SO₂Cl; AgOTf; Et₃N / CH₂Cl₂ / 18 h / -60 - 0 °C

With potassium hydroxide; lithium aluminium tetrahydride; silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In pyridine; diethyl ether; dichloromethane; 1: Ring cleavage / 2: Tosylation / 3: Hydrogenolysis / 4: Condensation;
DOI:10.1246/bcsj.73.967

Reference yield:

: 100-44-7
benzyl chloride

: 279678-14-7
benzyl O-(4-O-allyl-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzyl-6-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / KOH / 1.3 h / 120 °C

2: 74 percent / pyridine / 72 h / 0 - 20 °C

3: 71 percent / LiAlH₄ / diethyl ether / 0.83 h / 50 °C

4: p-NO₂C₆H₄SO₂Cl; AgOTf; Et₃N / CH₂Cl₂ / 18 h / -60 - 0 °C

With potassium hydroxide; lithium aluminium tetrahydride; silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In pyridine; diethyl ether; dichloromethane; 1: Ring cleavage / 2: Tosylation / 3: Hydrogenolysis / 4: Condensation;
DOI:10.1246/bcsj.73.967